Reaktion #409256

Reaktionsgleichung

2-7

3(S)-(3-Fluorophenyl)-3-[2-oxo-3-(4-oxo-pentyl)-piperidin-1-yl]-propionic acid ethyl ester

2-amino-3-formylpyridine

proline

→

2-8

3(S)-(3-Fluorophenyl)-3-[3-(3-[1,8]naphthyridin-2-yl-propyl)-2-oxo-piperidin-1-yl]-propionic acid ethyl ester

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturat reflux for 12 h
3. 3
   Sonstigeremoval of the solvent
4. 4
   Sonstigethe residue was chromatographed (silica gel, 50% ethyl acetate/chloroform to 70:25:5 chloroform/ethyl acetate/MeOH)

Vorschrift

A mixture of 2-7 (450 mg, 1.2 mmol), 2-amino-3-formylpyridine (145 mg, 1.2 mmol; for prep., see JOC 1983,48, 3401) and proline (137 mg, 1.2 mmol) in absolute ethanol (20 mL) was heated at reflux for 12 h. Following evaporative removal of the solvent, the residue was chromatographed (silica gel, 50% ethyl acetate/chloroform to 70:25:5 chloroform/ethyl acetate/MeOH) to give 2-8 as a yellow oil.

Quelle